How to monitor Multiple file downloads

I'm hoping to find an answer, thank you for taking the time to read my question.

Is there a way to monitor users on my network who have the ability to download multiple files (for example: 20 files) at one time. Is there a way to monitor or track what was downloaded and where they download them to?

The reason I'm asking is due to the advent of numerous Cloud based file transfer sites/software (Dropbox, YouSendIt..etc), is there anyway to protect my company's intellectual property from theft? Is there a way to limit the number or prevent large numbers of files being download to external media such as a flash drive?

1. Limit access to files.. If the user doesn't specifically require access to the file to perform their job then don't give them access to it, period. Implent file auditing... perhaps make a few honeypot files on shares that the users don't nomally access and audit the heck out of them.
2. you can block usb drives using group policy, restrict web browsing to trusted sites only,
3. If you still don't trust your employees then fire them. You have to trust your employees in order for a business to work. In a retail business, you trust cashiers to process customer transactions, but you still have video monitoring (just the fact that they MAY be monitored acts as a deterrence) and count the contents of the cash drawer and see that it matches the sales receipts.

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